Founding Account Executive

Plotwell Inc.; San Francisco, Northern (CA, KY); Hybrid; USD 90,000 - 150,000; Full time

Benefits offered by this job

Equity stake

Job summary

Plotwell Inc. is seeking its first commercial sales hire to define the motion, working directly with the CEO, and own the end-to-end sales cycle from outreach to signature on Pro and Team plans.

You will partner with the founders on pricing, packaging, and target segments, handle objections, and build the playbook for future hires. Equity matters more than base salary in this early stage.

Qualifications

• Three or more years selling software to small businesses, with a number you hit.
• You are comfortable being the only salesperson in the building.
• You can explain what a dashboard is worth to someone who has never had one.
• You want equity to matter more than base.

Responsibilities

• Run the full cycle from first call to signature on Pro and Team plans.
• Work with the founders on pricing, packaging and which segments to go after next.
• Bring the objections back. What people ask on a call is the roadmap.
• Build the playbook the next three hires will use.

Skills

SMB software sales

Pricing & packaging

Executive communication

Job description

Plotwell sells to small teams, which means short cycles, real people, and no procurement theatre. Our best customers found us because they were tired of rebuilding the same report every week.

You would be the first commercial hire and you would define what the motion is, working directly with the CEO.

What you would own

• Run the full cycle from first call to signature on Pro and Team plans.
• Work with the founders on pricing, packaging and which segments to go after next.
• Bring the objections back. What people ask on a call is the roadmap.
• Build the playbook the next three hires will use.

What we are looking for

• Three or more years selling software to small businesses, with a number you hit.
• You are comfortable being the only salesperson in the building.
• You can explain what a dashboard is worth to someone who has never had one.
• You want equity to matter more than base.

How hiring runs

A thirty minute call with a founder, then a paid work session on a real problem from our backlog, three to four hours, then conversations with two people you would work alongside. Four steps, usually inside two weeks, and we tell you where you stand at every one.